期刊
CHEMICAL SCIENCE
卷 13, 期 19, 页码 5701-5706出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/d2sc01363k
关键词
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资金
- NIGMS [R35 GM 131680]
- NSF Major Research Instrumentation Program [NSF CHE-1827457]
- NIH [3R01GM118510-03S1, 3R01GM087605-06S1]
- Vagelos Institute for Energy Science and Technology
In this study, a simple, open-air, and efficient light-mediated Minisci C-H alkylation method is described, which is based on the formation of an electron donor-acceptor complex. Unlike previous protocols, this method does not require a photocatalyst, single electron transfer agent, or oxidant additive. The reaction can proceed under mildly acidic and open-air conditions, and it yields moderate to good amounts of Minisci alkylation products.
An operationally simple, open-air, and efficient light-mediated Minisci C-H alkylation method is described, based on the formation of an electron donor-acceptor (EDA) complex between nitrogen-containing heterocycles and redox-active esters. In contrast to previously reported protocols, this method does not require a photocatalyst, an external single electron transfer agent, or an oxidant additive. Achieved under mildly acidic and open-air conditions, the reaction incorporates primary-, secondary-, and tertiary radicals, including bicyclo[1.1.1]pentyl (BCP) radicals, along with various heterocycles to generate Minisci alkylation products in moderate to good yields. Additionally, the method is exploited to generate a stereo-enriched, hetereoaryl-substituted carbohydrate.
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